Electrochemical Oxidation and Structural Changes of 5,6-Dihydrobenzo[c]cinnolines
详细信息 查看全文
- 作者：Michael Dietrich ; Jü ; rgen Heinze ; Claus Krieger ; and Franz A. Neugebauer
- 刊名：Journal of the American Chemical Society
- 出版年：1996
- 出版时间：May 29, 1996
- 年：1996
- 卷：118
- 期：21
- 页码：5020 - 5030
- 全文大小：395K
- 年卷期：v.118,no.21(May 29, 1996)
- ISSN：1520-5126
文摘
The anodic oxidation of tetraphenylhydrazine (1) andvarious 5,6-dihydrobenzo[c]cinnolinederivatives(2-10) in liquid SO2 andCH2Cl2 was studied by cyclic voltammetryat different temperatures. All compoundscould be oxidized to their respective dications and in some cases totheir trications. The unusual results indicate ahigh internal reorganization energy during the first oxidation step.X-ray structure determinations and other findingsreveal that the electron transfer reactions are accompanied bystructural changes of the molecular framework. Themechanism of oxidation will be dicussed in terms of different variants.Digital simulations and experimental datagive strong evidence for an EiE-DISPmechanism.